August / September Bachelor Party Destinations

Been reading through a ton of responses on here, a bunch of good stuff. But still struggling to nail down some top options for what we are looking for.

There will be 8 or 12 of us and we are coming from Orlando and want to leave the state. We are aiming for August/September 2024 and would prefer better weather than the heat. We'd like to get an airBNB or something on a lake and have some night life close by - not clubs, more like sports bars that stay open to midnight or 2am. Also, we always like to do a real nice steak house for dinner one night.

Some ideas we've been thinking about: Boyne, Lake Tahoe, and Branson. The idea of upper Midwest in August or September seems like the perfect weather situation.

Budget? Disregarding travel, we'd like this to come in $1000-1500. There's some wiggle room but I think that's the target. If unrealistic, I'd like to know that as well and we can adjust expectations.

Thanks for the help!